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ECB-ART-40615
J Nat Prod 2008 Apr 01;714:689-92. doi: 10.1021/np070341r.
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Butyrolactone I derivatives from Aspergillus terreus carrying an unusual sulfate moiety.

Niu X , Dahse HM , Menzel KD , Lozach O , Walther G , Meijer L , Grabley S , Sattler I .


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In our ongoing search for new bioactive metabolites from microbial resources, Aspergillus terreus (HKI0499) was examined by chemical metabolite profiling. Together with the known butyrolactone I ( 3), the unusual sulfate derivatives butyrolactone I 3-sulfate ( 1) and butyrolactone I 4''''-sulfate ( 2) were discovered. The chemical structures were determined by NMR and MS data analyses. All compounds were tested on CDK1/cyclin B, CDK5/p25, DYRK1A, CK1, and GSK-3alpha/beta kinases; compounds 2 and 3 were also evaluated for their cytotoxic and antiproliferative activities. Butyrolactone I 3-sulfate ( 1) exhibited specific inhibitory activity against CDK1/cyclin B and CDK5/p25, yet 15-30-fold less than butyrolactone I ( 3). Likewise, butyrolactone I 3-sulfate ( 1) exhibited moderate cytotoxicity solely against HeLa cells (CC 50 = 80.7 microM).

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Genes referenced: cdk1 gsk3a LOC115918615 LOC581224